4. Frank Costello

Vicious and methodical, Frank Costello is respected in his community by some and vilified by others. He does vicious things, but usually only to those who are duplicitous. He takes a young man under his wing and helps to keep him safe and happy, but he expects a large favor to be done on his behalf: to infiltrate the Boston Police Department and report back to him. Costello thinks long-term, but things have a way of catching up.

Boss’ orders: “When I was your age, they would say we can become cops or criminals. Today, what I'm saying to you is this: When you're facing a loaded gun, what's the difference?”